Phosmet

Structural formula
General
Surname	Phosmet
other names	O , O -dimethyl- S - (phthalimidomethyl) dithiophosphate
Molecular formula	C 11 H 12 NO 4 PS 2
Brief description	colorless solid with an intense odor
External identifiers / databases
EC number	211-987-4
ECHA InfoCard	100.010.899
PubChem	12901
Wikidata	Q421379
properties
Molar mass	317.33 g mol −1
Physical state	firmly
Melting point	72-72.7 ° C
boiling point	Decomposes before boiling point
solubility	practically insoluble in water; soluble in dichloromethane , 4-methylpent-3-en-2-one , butanone , acetone and benzene ;
safety instructions
H and P phrases	H: 301-332-361f-370-410
	P: 260-280-301 + 330 + 331 + 310-304 + 340 + 310-403 + 233
Toxicological data	92.5 mg kg −1 ( LD 50 , rat , oral ) ; > 3160 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Phosmet is a chemical compound from the group of carboximides and thiophosphoric acid esters .

Extraction and presentation

Phosmet can be obtained by reacting N-chloromethylphthalimide with dimethyldithiophosphoric acid. The former, in turn, can be produced by reacting phthalimide with formaldehyde and hydrogen chloride .

properties

Phosmet is a colorless solid with an intense odor.

use

Phosmet is used as an active ingredient in crop protection products. It was first approved in the United States in 1966 as a broad-spectrum insecticide to control a wide variety of pests including weevils , cotton boll weevils , codling moths and moths . In addition, Phosmet has been approved for a direct treatment of ectoparasites in animals to control fleas, lice, ticks and others in cattle, pigs and dogs.

Admission

In 2007, the active ingredient Phosmet was approved as an insecticide and acaricide in the European Union. In Germany and Switzerland, no pesticides with this active ingredient are permitted. A preparation for use against Colorado potato beetle and pollen beetle is available in Austria .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry for CAS no. 732-11-6 in the GESTIS substance database of the IFA , accessed on November 17, 2019(JavaScript required) .
↑ ^a ^b ^c ^d ^e ^f ^g Entry on Phosmet in the Hazardous Substances Data Bank , accessed on July 29, 2012.
↑ Entry on Phosmet in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on November 17, 2019. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ Data sheet Phosmet, PESTANAL at Sigma-Aldrich , accessed on May 19, 2017 ( PDF ).
↑ Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 , pp. 363 ( limited preview in Google Book search).
↑ Entry on Phosmet at Vetpharm, accessed on July 29, 2012.
↑ Directive 2007/25 / EC of the Commission of April 23, 2007 amending Council Directive 91/414 / EEC to include the active substances dimethoate, dimethomorph, glufosinate, metribuzin, phosmet and propamocarb (PDF) .
↑ General Directorate Health and Food Safety of the European Commission: Entry on Phosmet in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 13, 2016.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry for CAS no. 732-11-6 in the GESTIS substance database of the IFA , accessed on November 17, 2019(JavaScript required) .

[HSDB-2] ↑ ^a ^b ^c ^d ^e ^f ^g Entry on Phosmet in the Hazardous Substances Data Bank , accessed on July 29, 2012.

[CLP_100.010.899-3] Entry on Phosmet in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on November 17, 2019. Manufacturers or distributors can expand the harmonized classification and labeling .

[Sigma-4] Data sheet Phosmet, PESTANAL at Sigma-Aldrich , accessed on May 19, 2017 ( PDF ).

[Unger-5] Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 , pp. 363 ( limited preview in Google Book search).

[VetPharm-6] Entry on Phosmet at Vetpharm, accessed on July 29, 2012.

[7] Directive 2007/25 / EC of the Commission of April 23, 2007 amending Council Directive 91/414 / EEC to include the active substances dimethoate, dimethomorph, glufosinate, metribuzin, phosmet and propamocarb (PDF) .

[PSM-8] General Directorate Health and Food Safety of the European Commission: Entry on Phosmet in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 13, 2016.